Abstract Tröger's base analogues were prepared bearing methoxy groups in the 1, 7-, 2, 8-, 3, 9-or 4, 10-positions. These compounds were converted to their dihydroxy analogues in excellent yields upon treatment with boron tribromide and the 4, 10-dihydroxy analogue could be prepared by directly from 4-hydroxyaniline. The synthetic utility of the dihydroxy- functionalised compounds as building blocks was demonstrated by the synthesis of a ...